I've got a 95 with 240k miles on it right now, setup just like that truck. Only reason I'm looking to get rid of it is for a crew cab for the extra room.
Autos are notorious for not being able to handle the torque of the Cummins. If you start modding it, the stock torque converter will need to be replaced at some point. The motors respond so well to minor mods, it's unreal. So, plan on at least a quality, low stall single disc from DTT or the like, and a high pressure valvebody. A single disc can handle alot, but if you plan on going all out, you might want to step up to the triple disc and be done with it.
If you can get the info, make sure the dowel pin has been tabbed. It's an alignment dowel for the front timing case that's been known to work it's way out and drop into the geartrain on the front of the motor. Check the AFC housing and tamper proof screw on the pump to see if it's been tampered with. The truck looks to be fairly stock, but you never know. Being a 95 with a 160 pump, it's going to feel sluggish if it is indeed stock, and will only run up to about 2400 rpm under load. If the truck doesn't do that, you've got one that has been modded to some extent.
Check wheel bearings all the way around, track bar condition, looseness of the steering box and all linkages, and the steering shaft itself. If the truck has cruise, but cruise is inop, check the vacuum line that goes to the actuator under the left side battery tray to see if it's melted or broke. If it is, use it as a bargaining tool to knock the price down, as it's a $.02 fix to do yourself. It will have a carrier bearing for the rear drive shaft, and cv joint in the front 'shaft, check for play and wear, as well as all the u-joints. Test the 4wd, making sure the front axle actuator works. An easy fix is a Posi-lok actuator, which I have, but some don't like the looks of it. Also check the rear pinion for excessive play with that many miles. My Dana 70 gave up the ghost at 235k miles, worn out, so I replaced it with a Dana 80.
Anyways, that should be enough to get you started. Hope it helps.
